KEGG   PATHWAY: rcn00900
Entry
rcn00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Rosa chinensis (China rose)
Description
Terpenoids, also known as isoprenoids, are a large class of natural products consisting of isoprene (C5) units. There are two biosynthetic pathways, the mevalonate pathway [MD:M00095] and the non-mevalonate pathway or the MEP/DOXP pathway [MD:M00096], for the terpenoid building blocks: isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP). The action of prenyltransferases then generates higher-order building blocks: geranyl diphosphate (GPP), farsenyl diphosphate (FPP), and geranylgeranyl diphosphate (GGPP), which are the precursors of monoterpenoids (C10), sesquiterpenoids (C15), and diterpenoids (C20), respectively. Condensation of these building blocks gives rise to the precursors of sterols (C30) and carotenoids (C40). The MEP/DOXP pathway is absent in higher animals and fungi, but in green plants the MEP/DOXP and mevalonate pathways co-exist in separate cellular compartments. The MEP/DOXP pathway, operating in the plastids, is responsible for the formation of essential oil monoterpenes and linalyl acetate, some sesquiterpenes, diterpenes, and carotenoids and phytol. The mevalonate pathway, operating in the cytosol, gives rise to triterpenes, sterols, and most sesquiterpenes.
Class
Metabolism; Metabolism of terpenoids and polyketides
Pathway map
rcn00900  Terpenoid backbone biosynthesis
rcn00900

Module
rcn_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:rcn00900]
rcn_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:rcn00900]
rcn_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:rcn00900]
Other DBs
GO: 0009240 0016091
Organism
Rosa chinensis (China rose) [GN:rcn]
Gene
112173543  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
112198379  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X2 [KO:K01662] [EC:2.2.1.7]
112187883  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
112195918  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
112179726  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
112176125  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
112167935  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic [KO:K00919] [EC:2.7.1.148]
112176507  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
112165106  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic isoform X1 [KO:K03526] [EC:1.17.7.1 1.17.7.3]
112174349  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
112170943  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
112164587  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
112189280  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
112179434  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
112169394  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
112173409  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
112170480  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
112172112  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
112170031  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
112170950  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
112187592  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
112192586  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
112179396  phosphomevalonate kinase, peroxisomal [KO:K00938] [EC:2.7.4.2]
112191749  diphosphomevalonate decarboxylase MVD2, peroxisomal [KO:K01597] [EC:4.1.1.33]
112197842  isopentenyl phosphate kinase isoform X1 [KO:K06981] [EC:2.7.4.26]
112193846  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
112164667  farnesyl pyrophosphate synthase 1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
112167301  farnesyl pyrophosphate synthase [KO:K00787] [EC:2.5.1.1 2.5.1.10]
112166933  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial isoform X1 [KO:K14066] [EC:2.5.1.1]
112172169  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112187657  geranylgeranyl pyrophosphate synthase, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112195019  geranylgeranyl pyrophosphate synthase 7, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112202839  solanesyl diphosphate synthase 2, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
112174381  dehydrodolichyl diphosphate synthase CPT3 [KO:K11778] [EC:2.5.1.87]
112168761  dehydrodolichyl diphosphate synthase complex subunit NUS1 [KO:K11778] [EC:2.5.1.87]
112187978  dehydrodolichyl diphosphate synthase CPT3 isoform X2 [KO:K11778] [EC:2.5.1.87]
112164067  dehydrodolichyl diphosphate synthase 2 [KO:K11778] [EC:2.5.1.87]
112179713  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
112181866  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
112170738  tricyclene synthase TPS4, chloroplastic [KO:K12742] [EC:4.2.3.27]
112187983  tricyclene synthase EBOS, chloroplastic isoform X1 [KO:K12742] [EC:4.2.3.27]
112191500  tricyclene synthase EBOS, chloroplastic isoform X1 [KO:K12742] [EC:4.2.3.27]
112197549  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
112190127  protein farnesyltransferase subunit beta isoform X1 [KO:K05954] [EC:2.5.1.58]
112193269  CAAX prenyl protease 2 [KO:K08658] [EC:3.4.26.1]
112181760  CAAX prenyl protease 1 homolog isoform X1 [KO:K06013] [EC:3.4.24.84]
112181796  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
112177422  CAAX prenyl protease 1 homolog isoform X1 [KO:K06013] [EC:3.4.24.84]
112197795  protein-S-isoprenylcysteine O-methyltransferase A isoform X1 [KO:K00587] [EC:2.1.1.100]
112188852  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
112198031  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 isoform X1 [KO:K15889] [EC:3.1.1.-]
112188298  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
112174260  putative dihydroflavonol 4-reductase [KO:K15891] [EC:1.1.1.354]
112174457  putative dihydroflavonol 4-reductase [KO:K15891] [EC:1.1.1.354]
112166567  farnesol kinase, chloroplastic [KO:K15892] [EC:2.7.1.216]
Compound
C00022  Pyruvate
C00024  Acetyl-CoA
C00118  D-Glyceraldehyde 3-phosphate
C00129  Isopentenyl diphosphate
C00235  Dimethylallyl diphosphate
C00332  Acetoacetyl-CoA
C00341  Geranyl diphosphate
C00353  Geranylgeranyl diphosphate
C00356  (S)-3-Hydroxy-3-methylglutaryl-CoA
C00418  (R)-Mevalonate
C00448  trans,trans-Farnesyl diphosphate
C01107  (R)-5-Phosphomevalonate
C01126  (2E,6E)-Farnesol
C01143  (R)-5-Diphosphomevalonate
C01230  all-trans-Hexaprenyl diphosphate
C02321  cis-1,4-Polyisoprene
C03461  2-trans,6-trans-Farnesal
C04145  all-trans-Nonaprenyl diphosphate
C04146  all-trans-Octaprenyl diphosphate
C04216  all-trans-Heptaprenyl diphosphate
C04506  Protein C-terminal S-farnesyl-L-cysteine
C04574  di-trans,poly-cis-Undecaprenyl diphosphate
C04748  Protein C-terminal S-farnesyl-L-cysteine methyl ester
C05427  Phytyl diphosphate
C05859  ditrans,polycis-Polyprenyl diphosphate
C06081  Polyprenol
C11434  2-C-Methyl-D-erythritol 4-phosphate
C11435  4-(Cytidine 5'-diphospho)-2-C-methyl-D-erythritol
C11436  2-Phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
C11437  1-Deoxy-D-xylulose 5-phosphate
C11453  2-C-Methyl-D-erythritol 2,4-cyclodiphosphate
C11811  1-Hydroxy-2-methyl-2-butenyl 4-diphosphate
C16521  Isoprene
C16826  2-cis,6-trans-Farnesyl diphosphate
C17432  all-trans-Decaprenyl diphosphate
C18321  trans,octacis-Decaprenyl diphosphate
C19691  Farnesylcysteine
C19760  2-cis,6-cis-Farnesyl diphosphate
C19852  tritrans,heptacis-Undecaprenyl diphosphate
C19853  trans,polycis-Polyprenyl diphosphate
C20120  S-Farnesyl protein
C20121  trans,trans-Farnesyl phosphate
C20345  Isopentenyl phosphate
C20847  (R)-Mevalonate 3-phosphate
C20848  (R)-Mevalonate 3,5-bisphosphate
C22453  trans-Anhydromevalonate 5-phosphate
Reference
  Authors
Lange BM, Ghassemian M.
  Title
Genome organization in Arabidopsis thaliana: a survey for genes involved in isoprenoid and chlorophyll metabolism.
  Journal
Plant Mol Biol 51:925-48 (2003)
DOI:10.1023/A:1023005504702
Reference
  Authors
Saiki R, Nagata A, Kainou T, Matsuda H, Kawamukai M
  Title
Characterization of solanesyl and decaprenyl diphosphate synthases in mice and humans.
  Journal
FEBS J 272:5606-22 (2005)
DOI:10.1111/j.1742-4658.2005.04956.x
Reference
PMID:9858571
  Authors
Sato M, Sato K, Nishikawa S, Hirata A, Kato J, Nakano A
  Title
The yeast RER2 gene, identified by endoplasmic reticulum protein localization mutations, encodes cis-prenyltransferase, a key enzyme in dolichol synthesis.
  Journal
Mol Cell Biol 19:471-83 (1999)
DOI:10.1128/MCB.19.1.471
Reference
  Authors
Vannice JC, Skaff DA, Keightley A, Addo JK, Wyckoff GJ, Miziorko HM
  Title
Identification in Haloferax volcanii of phosphomevalonate decarboxylase and isopentenyl phosphate kinase as catalysts of the terminal enzyme reactions in an  archaeal alternate mevalonate pathway.
  Journal
J Bacteriol 196:1055-63 (2014)
DOI:10.1128/JB.01230-13
Related
pathway
rcn00010  Glycolysis / Gluconeogenesis
rcn00100  Steroid biosynthesis
rcn00130  Ubiquinone and other terpenoid-quinone biosynthesis
rcn00270  Cysteine and methionine metabolism
rcn00510  N-Glycan biosynthesis
rcn00902  Monoterpenoid biosynthesis
rcn00904  Diterpenoid biosynthesis
rcn00906  Carotenoid biosynthesis
rcn00908  Zeatin biosynthesis
rcn00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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